2,3-dibromo-4-methyl-5-(dimethoxymethyl)thiophene | 926294-25-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2,3-dibromo-4-methyl-5-(dimethoxymethyl)thiophene
• 英文别名: 2,3-dibromo-5-dimethoxymethyl-4-methylthiophene；2,3-dibromo-5-(dimethoxymethyl)-4-methylthiophene
• CAS: 926294-25-9
• 化学式: C₈H₁₀Br₂O₂S
• 分子量: 330.04
• InChiKey: AMZJJZCDWORJCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dibromo-4-methyl-5-(dimethoxymethyl)thiophene 在 乙基氯化镁 作用下， 以 甲苯 为溶剂， 生成 3-bromo-5-dimethoxymethyl-4-methylthiophenyl magnesium chloride
  参考文献：
  名称：

  [EN] TRANSITION METAL CATALYZED CROSS-COUPLING OF 1-HALO-1-HALOALKENE COMPOUNDS
  [FR] COUPLAGE CROISE CATALYSE DE METAUX DE TRANSITION DE COMPOSES 1-HALO-1-HALOALKENE

  摘要：

  公开号：

  WO2007021693A3

文献信息

• Transition Metal Catalyzed Cross-Coupling Of 1-Halo-1-Haloalkene Compounds
  申请人：Guiles Joseph W.

  公开号：US20080194842A1

  公开（公告）日：2008-08-14

  Methods for introducing a 1-halo-1-haloalkene compound onto an aromatic or heteroaromatic ring are provided, including processes for the production of certain 1-halovinyl aryl or heteroaryl derivatives in which the 1-halovinyl group is either 1-fluoro or 1-chlorovinyl and the aromatic species phenyl or thiophene, the processes including coupling an arylmagnesium species with a dihalo olefin in the presence of a nickel or iron catalyst.

  提供了将1-卤代-1-卤代烯化合物引入芳香或杂芳环上的方法，包括生产某些1-卤代乙烯基芳基或杂芳基衍生物的过程，其中1-卤代乙烯基团为1-氟乙烯基或1-氯乙烯基，芳基物种为苯基或噻吩，该过程包括在镍或铁催化剂存在下将芳基镁物种与二卤代烯烃偶联的步骤。
• Transition metal catalyzed cross-coupling of 1-halo-1-haloalkene compounds
  申请人：Guiles Joseph W.

  公开号：US20090054667A1

  公开（公告）日：2009-02-26

  Methods for introducing a 1-halo-1-haloalkene compound onto an aromatic or heteroaromatic ring are provided, including processes for the production of certain 1-halovinyl aryl or heteroaryl derivatives in which the 1-halovinyl group is either 1-fluoro or 1-chlorovinyl and the aromatic species phenyl or thiophene, the processes including coupling an arylmagnesium species with a dihalo olefin in the presence of a nickel or iron catalyst.

  提供了一种将1-卤代烯化合物引入芳香环或杂环芳烃的方法，包括生产某些1-卤代乙烯基芳基或杂芳基衍生物的过程，其中1-卤代乙烯基团是1-氟乙烯基或1-氯乙烯基，芳香物种是苯或噻吩，该过程包括在镍或铁催化剂存在下将芳基镁物种与二卤代烯烃偶联。
• Grignard Cross-Coupling Amenable to Large Scale Production of α-Fluorostyryl and α-Fluorovinylthiophenes
  作者：Jian Qiu、Albert Gyorokos、Theodore M. Tarasow、Joseph Guiles

  DOI：10.1021/jo801647x

  日期：2008.12.19

  GraphicsAn efficient nickel-catalyzed Kumada-Corriu cross coupling enabled the introduction of an alpha-fluorovinyl functionality with excellent conversion and specificity.
• [EN] TRANSITION METAL CATALYZED CROSS-COUPLING OF 1-HALO-1-HALOALKENE COMPOUNDS<br/>[FR] COUPLAGE CROISE CATALYSE DE METAUX DE TRANSITION DE COMPOSES 1-HALO-1-HALOALKENE
  申请人：REPLIDYNE INC

  公开号：WO2007021693A3

  公开（公告）日：2007-12-13